Abstract

Abstract 2-(2′-Hydroxyphenyl)quinoxaline ( I ) in the IR spectrum shows an absorption band at 1665 cm −1 which corresponds to the CO of the quinonoid form, thereby indicating that the hydrogen atom of the OH group is appreciably acidic. This study was undertaken to confirm the acidic nature of the hydrogen atom of the OH group and to augment our earlier efforts in search of new luminescent dyes for solar collectors. The UV and fluorescence characteristics of 2-(2′-methoxyphenyl)quinoxaline ( II ) and 2-phenylquinoxaline ( III ) were also studied. The p K a values of the various equilibria were determined in the ground state spectrophotometrically and the excited state p K a values were estimated by applying the Forster equation. It is observed that the hydroxyl group is more acidic and the ring nitrogen atom more basic ( I , II , III ) in the first excited singlet than in the ground state. The pH dependence of the absorption and fluorescence spectra of I , II , and III was investigated. It was observed that phototautomerism exists in I .

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